Nestled in the desirable town of Middlebury and within walking distance to Westover School, this home suits a variety of lifestyles. Perfect blend of space and manageable living! Ideal for buyers seeking privacy and land without overwhelming upkeep, this well-maintained split-level home offers 1.3 acres of usable land with a comfortable, efficient layout. The main level features a welcoming living room with a fireplace and hardwood floors, flowing into a dining area and an eat-in kitchen with granite counters, stainless steel appliances, and tile flooring. A 10x12 three-season room just off the kitchen offers a great space to relax or entertain while enjoying views of the private, lightly wooded lot. Upstairs are three bedrooms with hardwood floors and a full bath with tile flooring and a new vanity. The lower level provides additional living space with a rec/play room, half bath, and flexible bonus area with laundry. Fresh paint in some rooms adds a refreshed feel. New Roof installed Jan 2026. Additional features include a heated garage, attic storage, usable yard space, shed, and garden area-perfect for first-time or move-up buyers seeking space and convenience. Schedule your showing today and discover all the potential this home has to offer!
For sale
$399,900
863 Whittemore Road, Middlebury, CT 06762
3beds
1,456sqft
Est.:
Single Family Residence
Built in 1954
1.3 Acres Lot
$-- Zestimate®
$275/sqft
$-- HOA
What's special
Garden areaHeated garageUsable yard spaceTile flooringHardwood floorsWell-maintained split-level homeDining area
- 5 days |
- 2,428 |
- 236 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Exclusive Homes Team At West View Properties,
Marisela Agelvis (203)952-1620,
West View Properties, LLC 860-274-7838
Source: Smart MLS,MLS#: 24172026
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Features: Ceiling Fan(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bathroom
- Features: Tile Floor
- Level: Upper
Bathroom
- Features: Vinyl Floor
- Level: Lower
Dining room
- Features: Hardwood Floor
- Level: Main
Kitchen
- Features: Granite Counters, Tile Floor
- Level: Main
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
Other
- Features: Vinyl Floor
- Level: Lower
Rec play room
- Features: Vinyl Floor
- Level: Lower
Heating
- Hot Water, Oil
Cooling
- Ceiling Fan(s)
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Lower Level
Features
- Basement: Partial,Unfinished,Concrete
- Attic: Storage,Access Via Hatch
- Number of fireplaces: 1
Interior area
- Total structure area: 1,456
- Total interior livable area: 1,456 sqft
- Finished area above ground: 1,176
- Finished area below ground: 280
Property
Parking
- Total spaces: 1
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 1
Features
- Levels: Multi/Split
- Exterior features: Rain Gutters, Garden
Lot
- Size: 1.3 Acres
- Features: Few Trees, Rolling Slope
Details
- Additional structures: Shed(s)
- Parcel number: 1192107
- Zoning: R40
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Split Level
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1954
Utilities & green energy
- Sewer: Public Sewer
- Water: Well
Community & HOA
Community
- Features: Golf, Health Club, Lake, Medical Facilities, Park, Playground, Private School(s), Near Public Transport
HOA
- Has HOA: No
Location
- Region: Middlebury
Financial & listing details
- Price per square foot: $275/sqft
- Tax assessed value: $185,000
- Annual tax amount: $6,016
- Date on market: 5/3/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/3/2026 | Listed for sale | $399,900+70.2%$275/sqft |
Source: | ||
| 7/12/2016 | Sold | $235,000$161/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,016 -0.2% | $185,000 |
| 2024 | $6,031 +1.1% | $185,000 |
| 2023 | $5,968 +3.2% | $185,000 |
| 2022 | $5,783 +12.3% | $185,000 +25.2% |
| 2021 | $5,148 -0.8% | $147,800 |
| 2020 | $5,188 +5.1% | $147,800 |
| 2019 | $4,937 +2.7% | $147,800 |
| 2018 | $4,805 +3.2% | $147,800 |
| 2017 | $4,654 +3.9% | $147,800 +2.4% |
| 2016 | $4,478 | $144,400 |
Find assessor info on the county website
Monthly payment
Est. payment
$2,696/mo
Principal & interest
$1986
Property taxes
$710
More affordability tools
Climate risks
Neighborhood: 06762
Nearby schools
GreatSchools rating
- 5/10Middlebury Elementary SchoolGrades: K-5Distance: 0.6 mi
- 7/10Memorial Middle SchoolGrades: 6-8Distance: 1.5 mi
- 8/10Pomperaug Regional High SchoolGrades: 9-12Distance: 3.1 mi
Schools provided by the listing agent
- Elementary: Middlebury
- Middle: Memorial
- High: Pomperaug
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Connecticut
- New Haven County
- Middlebury
- 06762
- 863 Whittemore Road






